In the glass · EVENING EXPERIENCES

15 Evening Wine Tastings Around the World Worth Opening a Bottle For

60 tours  ·  from $10 a head

The 15 best evening wine tastings you can book today, with what each pours, how long it runs and who it suits. Number one is top for a reason; start there.

Amsterdam: Evening Cruise with Optional Wine and Snacks - Starting at Stadhouderskade 501
Cruises & Boat Tours, Evening Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Amsterdam, Wine Tours in the Netherlands

Amsterdam: Evening Cruise with Optional Wine and Snacks

1.Evening Cruise with Optional Wine and Snacks

★★★★★★★★★★4.4 · 22,178 reviews · 1.5 hours · from $23Our pick

Cruise Amsterdam’s UNESCO canals for 90 minutes from Stadhouderskade 501, opposite the Hard Rock Cafe. Expect illuminated bridges, canal houses, Magere Brug, and the Amstel. Audio commentary comes in 19 languages, while the optional snack box adds drinks and nibbles. Captains may add local stories and humor.

“Cruise was really nice and the audio guide and captain were great, I learned a lot about Amsterdam.”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - A 12th-century cellar and Florence’s wine windows
Evening Experiences, Food, Food & Drink, Sunset Wine Experiences, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Florence, Wine Tours in Italy

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

2.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149Top rated

Spend 3.5 hours walking through Santo Spirito and Oltrarno with an English-speaking guide such as Antonella, Martino, Sara D., or Dimitri. Taste Prosecco, four Tuscan wines, cheese, gnudi pasta, local dishes, a Negroni, and artisan gelato at small neighborhood spots.

“Sara Giovanna was an amazing tour guide. She took us all over Florence and we ate so much yummy food and learned a lot about florentine cooking. We would definitely recommend.”

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Porto: Bridges Cruise & Sunset & Port Wine Cellar Option - The six bridges route and what you will see
Cruises & Boat Tours, Evening Experiences, Port Wine Tastings, Sunset Wine Experiences, Tour Reviews, Wine Cellar Visits, Wine Tours Around the World, Wine Tours in Porto, Wine Tours in Portugal

Porto: Bridges Cruise & Sunset & Port Wine Cellar Option

3.Bridges Cruise & Sunset & Port Wine Cellar Option

★★★★★★★★★★4.2 · 4,180 reviews · 50 minutes - 1 hour · from $21

Take a 50-minute Douro cruise past Porto’s Ribeira, six bridges, and Vila Nova de Gaia. Choose a sunset departure, then add a separate guided Burmester cellar visit with Port tasting. Bring a jacket and headphones for the optional multilingual audio guide.

“It was fantastic, I thought it was a great price for the activity included.”

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2 Hour Lisbon Sunset and Wine Sailing Tour - Starting at Alcântara marina
2-Hour Experiences, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Wine Experiences, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Lisbon, Wine Tours in Portugal

2 Hour Lisbon Sunset and Wine Sailing Tour

4.2 Hour Lisbon Sunset and Wine Sailing Tour

★★★★★★★★★★5.0 · 2,680 reviews · 2 hours (approx.) · from $66

Set sail from Alcântara with a skipper such as Joe, Henry, JP, or Marta, depending on the departure. Over two hours, you’ll see Belém Tower, Jerónimos Monastery, the 25 April Bridge, and Lisbon’s waterfront while drinking Portuguese wine in a group of no more than 12.

“Beautiful! Great way to see lisbon from a different view. Guides were very knowledgeable and kept the wine flowing. It was chilly but the had blankets that kept us toasty! Small group. Highly recommend them.”

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Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset - Reaching Profitis Ilias and the monastery
1-Day Tours, Evening Experiences, Food & Drink, Sunset Wine Experiences, Tour Reviews, Wine Tastings, Wine Tours Around the World, Wine Tours in Greece, Wine Tours in Santorini

Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset

5.Top Sights Day Trip, Wine Tasting, & Oia Sunset

★★★★★★★★★★4.6 · 2,492 reviews · 9 hours · from $61

Spend nine hours touring Santorini by comfortable coach, from Profitis Ilias and its island-wide views to Pyrgos, Emporio, Perissa Beach, and Oia. An English-speaking guide such as Mary, Yannis, Kim, or Marie adds local context, while a tasting of three wines brings a pleasant break before sunset.

“Overall a great day trip, other than the rainy day that we missed some beautiful spots.”

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2-Hour Lisbon Traditional Boats Sunset Cruise with White Wine - From Commerce Square to the 25 de Abril Bridge
2-Hour Experiences, Cruises & Boat Tours, Evening Experiences, Sunset Wine Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Lisbon, Wine Tours in Portugal

2-Hour Lisbon Traditional Boats Sunset Cruise with White Wine

6.2-Hour Lisbon Traditional Boats Sunset Cruise with White Wine

★★★★★★★★★★4.5 · 2,091 reviews · 2 hours (approx.) · from $42

Join Nosso Tejo near Praça do Comércio for a two-hour sunset cruise on a hand-painted traditional boat. Sip free-flowing Portuguese white wine while guides such as Elisa and Felipe share stories in several languages. Expect open-air seating, music, landmark views, and a return to the starting point.

“I enjoyed this tour, on a traditional boat which was surprisingly comfy with a very friendly and informative crew. Plenty of wine was served and overall a great experience”

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Porto: Charming Sailboat Cruise with Port Wine,Sunset Option - Starting at Marina da Afurada
Cruises & Boat Tours, Evening Experiences, Port Wine Tastings, Sailing, Sunset Wine Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Portugal

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

7.Charming Sailboat Cruise with Port Wine,Sunset Option

★★★★★★★★★★5.0 · 1,978 reviews · 2 hours · from $41

Join a small-group or private two-hour cruise from Douro Marina with an English, Spanish, or Portuguese-speaking crew. Expect port wine, music, city stories, and views of Ribeira, Gaia, the Luis I Bridge, Foz do Douro, and the Atlantic when conditions allow. Boats and crew may vary.

“Delightful way to start the day. I'd recommend getting the first tour of the day. The guides were excellent, and the price was really good.”

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Amsterdam: Evening Candle Light Cruise With Wine & Cheese - Starting near Dam Square and finding the right boat
Cheese, Cruises & Boat Tours, Evening Experiences, Tour Reviews, Wine and Cheese Tastings, Wine Tours Around the World, Wine Tours in Amsterdam, Wine Tours in the Netherlands

Amsterdam: Evening Candle Light Cruise With Wine & Cheese

8.Evening Candle Light Cruise With Wine & Cheese

★★★★★★★★★★4.6 · 1,774 reviews · 1 hour · from $18

Cruise Amsterdam’s UNESCO-listed canals for one hour in a covered boat holding up to 26 people. Expect candlelight, blankets, English commentary, and views of Jordaan, the Golden Bend, Seven Bridges, and the Anne Frank House. Add Dutch cheese and unlimited wine, beer, and soda for a livelier ride.

“Absolutely amazing experience, best hour ever. Unlimited drinks was great value for money and the hour was the perfect length of time if anything not long enough!! Shout out to gigi we loved him he was so fun and informative about Amsterdam. I’d recommend this to everyone!!!”

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Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset - Twelve Tastings With More Than a Few Crackers
Evening Experiences, Sunset Wine Experiences, Tour Reviews, Wine and Tapas Tours, Wine Tastings, Wine Tours Around the World, Wine Tours in Greece, Wine Tours in Santorini

Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

9.Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

★★★★★★★★★★5.0 · 1,715 reviews · 4 hours (approx.) · from $181

Visit three Santorini wineries, taste 12 wines with cheese, meats, and local snacks, and learn why volcanic soil and basket-trained vines shape the island’s wines. Choose the sunset departure for a full caldera sunset at Santo Wines. Guides such as Elena, Angelo, Marina, and Giannis lead the small-group outing.

“We had a great time! Angelo was super knowledgeable and fun. Loved the explanations, the details, and of course the wines and small bites! Learned about the wine making process and it was really cool to talk through the pairings and science behind the different wines as well. 10/10 would recommend this tour!”

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Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - Checking in at 255 Front Street
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Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

10.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125

Set sail from 255 Front Street with Danger Charters for a relaxed two-hour sunset cruise. You’ll sample up to eight wines, enjoy beer and soft drinks, and snack on well-paired hors d’oeuvres while the crew shares stories. The boat carries no more than 26 people, making this a good pick for couples and small groups.

“Great experience on the Key West Sunset Sail and Wine Tasting. Beautiful sunset and smooth sailing. The crew was professional and attentive. The wine selection was good and paired well with simple hors d”oeuvres. We’d book again with Danger Charters!”

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Santorini Wine Stories: Sunset Tour with Tasting & Dinner - The first winery: a gentle introduction to local wine
Dining Experiences, Dinner Experiences, Evening Experiences, Food & Drink, Sunset Wine Experiences, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Greece, Wine Tours in Santorini

Santorini Wine Stories: Sunset Tour with Tasting & Dinner

11.Santorini Wine Stories: Sunset Tour with Tasting & Dinner

★★★★★★★★★★5.0 · 1,285 reviews · 5 hours (approx.) · from $209

Visit three Santorini wineries with a sommelier guide such as Nicholas, Constantine, or Rafael. Taste 10 local wines, learn how volcanic soil shapes Assyrtiko and Vinsanto, enjoy a Greek dinner, and finish with sunset views. Pickup and return transport are included.

“Such a wonderful experience. Nick is so knowledgeable and informative. Dinner was delicious with the pairing. Definitely recommend.”

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Rome by Night - Ebike Small Group Tour - Food and Wine (Option) - Capitoline Hill and the Roman Forum view
Cycling Tours, E-Bikes, Evening Experiences, Food, Food & Drink, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Italy, Wine Tours in Rome

Rome by Night – Ebike Small Group Tour – Food and Wine (Option)

12.Rome by Night – Ebike Small Group Tour – Food and Wine (Option)

★★★★★★★★★★5.0 · 1,275 reviews · 4 hours (approx.) · from $71

Spend four hours cycling Rome after sunset with a guide such as Bruno, Elias, or Duarte. You’ll ride from Monti through the historic center and Vatican City, pause for Roman sights, then share food and wine before finishing near the Colosseum. Basic bike skills are required.

“We had the best time on our tour. A really lovely way to see the city pockets. Very informative! Loved our guide Elias.😊”

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Rome by Night: E-bike Small Group Tour -Food & Wine (Option) - Starting near Santa Maria Maggiore
Cycling Tours, E-Bikes, Evening Experiences, Food, Food & Drink, Tour Reviews, Tours, Wine Tours Around the World, Wine Tours in Italy, Wine Tours in Rome

Rome by Night: E-bike Small Group Tour -Food & Wine (Option)

13.Rome by Night: E-bike Small Group Tour -Food & Wine (Option)

★★★★★★★★★★4.9 · 1,233 reviews · 3 minutes - 4 hours · from $69

Ride through Rome after sunset with guides such as Adriana, Duarte, Bruno, or Felipe, stopping at the Colosseum, Vatican, Trevi Fountain, Pantheon, and more. The food and wine option adds a local tasting of cheese and salumi, with vegetarian, vegan, gluten-free, and no-pork choices.

“I really enjoyed this tour and it is a great way to see the city. The guide Bruno was excellent.”

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Larnaca: Sunset Cruise with a Glass of Wine - Boarding at Larnaca Marina
Cruises & Boat Tours, Evening Experiences, Sunset Wine Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Cyprus

Larnaca: Sunset Cruise with a Glass of Wine

14.Sunset Cruise with a Glass of Wine

★★★★★★★★★★4.9 · 1,091 reviews · 1h 30m · from $17Best value

Join the M/V DOREMI in Larnaca for a 90-minute sunset cruise with a welcome glass of wine or soft drink, music, a 30-minute swim stop near Mackenzie Beach, and striking views of planes landing nearby. Host Olga may lead dancing before you return.

“Fantastic trip to sunset from Marina in Larnaka with stop for swimming and observation from sea side landing planes on sunset scenery on airport. Fantastic crew, welcome glass of wine and more on demand in nice bar on the boat. Nice music during all trip. Strongly recommend.”

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Cape Town: Sunset Champagne Cruise - Finding the boat at the V&A Waterfront
Champagne Tours, Cruises & Boat Tours, Evening Experiences, Sunset Wine Experiences, Tour Reviews, Wine Tours Around the World, Wine Tours in Cape Town, Wine Tours in South Africa

Cape Town: Sunset Champagne Cruise

15.Sunset Champagne Cruise

★★★★★★★★★★4.6 · 1,083 reviews · 1h 30m · from $46

Sail from Cape Town’s V&A Waterfront for 90 minutes aboard Esperance, Serenity One, or another available vessel. Expect two glasses of local sparkling wine, sunset views, music, and a crew that may take photos. The route changes with the wind, so bring a warm jacket.

“Really great cruise and the team was very attentive , very hospitable, they also made sure we were safe and the sunsets are very beautiful. Really enjoyed being on the serenity boat which was relaxing and great vibes.”

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